CH628805A5 - Use of quaternary salts of hexamethylenetetramine for improving the structure of damaged hair - Google Patents

Use of quaternary salts of hexamethylenetetramine for improving the structure of damaged hair Download PDF

Info

Publication number: CH628805A5
Authority: CH; Switzerland
Prior art keywords: hair; hexamethylenetetramine; use according; solution; radical
Prior art date: 1976-12-20

Application number

CH1559177A

Other languages

German (de)

English (en)

Inventor

Peter Dr Busch

Holger Dr Tesmann

Harald Dr Schnegelberger

Jens Dr Conrad

Original Assignee

Henkel Kgaa

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-12-20

Filing date

1977-12-19

Publication date

1982-03-31

1977-12-19 Application filed by Henkel Kgaa filed Critical Henkel Kgaa

1982-03-31 Publication of CH628805A5 publication Critical patent/CH628805A5/de

Links

VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical class C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 title claims description 46
210000004209 hair Anatomy 0.000 title claims description 40
239000004312 hexamethylene tetramine Substances 0.000 title claims description 23
235000010299 hexamethylene tetramine Nutrition 0.000 title claims description 23
150000003839 salts Chemical group 0.000 title claims description 14
238000011282 treatment Methods 0.000 claims description 28
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 10
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 8
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
239000004310 lactic acid Substances 0.000 claims description 5
235000014655 lactic acid Nutrition 0.000 claims description 5
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000003795 chemical substances by application Substances 0.000 claims description 4
239000011975 tartaric acid Substances 0.000 claims description 4
235000002906 tartaric acid Nutrition 0.000 claims description 4
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
125000003342 alkenyl group Chemical group 0.000 claims description 2
150000001450 anions Chemical class 0.000 claims description 2
235000015165 citric acid Nutrition 0.000 claims description 2
239000002537 cosmetic Substances 0.000 claims description 2
229960004011 methenamine Drugs 0.000 claims 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
MNQZXJOMYWMBOU-VKHMYHEASA-N D-glyceraldehyde Chemical compound OC[C@@H](O)C=O MNQZXJOMYWMBOU-VKHMYHEASA-N 0.000 claims 1
ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 claims 1
229920001744 Polyaldehyde Polymers 0.000 claims 1
150000001299 aldehydes Chemical class 0.000 claims 1
125000001931 aliphatic group Chemical group 0.000 claims 1
125000003118 aryl group Chemical group 0.000 claims 1
239000000834 fixative Substances 0.000 claims 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
230000007794 irritation Effects 0.000 claims 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 claims 1
210000004761 scalp Anatomy 0.000 claims 1
229920003002 synthetic resin Polymers 0.000 claims 1
239000000057 synthetic resin Substances 0.000 claims 1
239000000243 solution Substances 0.000 description 23
238000004061 bleaching Methods 0.000 description 10
239000007795 chemical reaction product Substances 0.000 description 10
150000001875 compounds Chemical class 0.000 description 9
239000000203 mixture Substances 0.000 description 9
238000000034 method Methods 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 5
230000002378 acidificating effect Effects 0.000 description 5
230000000694 effects Effects 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
TXNSZCSYBXHETP-UHFFFAOYSA-N 2-chloro-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)CCl TXNSZCSYBXHETP-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
230000006378 damage Effects 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
230000003766 combability Effects 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
238000005728 strengthening Methods 0.000 description 3
LDLCZOVUSADOIV-UHFFFAOYSA-N 2-bromoethanol Chemical compound OCCBr LDLCZOVUSADOIV-UHFFFAOYSA-N 0.000 description 2
101000623895 Bos taurus Mucin-15 Proteins 0.000 description 2
YFDHCOGHTPDOPL-UHFFFAOYSA-N C(C)(=O)OCC.ClCC(=O)O Chemical compound C(C)(=O)OCC.ClCC(=O)O YFDHCOGHTPDOPL-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
230000003750 conditioning effect Effects 0.000 description 2
239000006071 cream Substances 0.000 description 2
238000004043 dyeing Methods 0.000 description 2
239000002304 perfume Substances 0.000 description 2
150000003242 quaternary ammonium salts Chemical class 0.000 description 2
239000000126 substance Substances 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 1
SJYLPGUDCXMZQO-UHFFFAOYSA-N 2-bromo-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)CBr SJYLPGUDCXMZQO-UHFFFAOYSA-N 0.000 description 1
YMURLKIIDQPXRE-UHFFFAOYSA-N 2-chloro-n-(2-hydroxyethyl)acetamide Chemical compound OCCNC(=O)CCl YMURLKIIDQPXRE-UHFFFAOYSA-N 0.000 description 1
PBPVPYSNKDMFFQ-UHFFFAOYSA-N 2-chloro-n-(3-hydroxypropyl)acetamide Chemical compound OCCCNC(=O)CCl PBPVPYSNKDMFFQ-UHFFFAOYSA-N 0.000 description 1
QALIWWXFRFFCEN-UHFFFAOYSA-N 2-chloro-n-(4-hydroxybutyl)acetamide Chemical compound OCCCCNC(=O)CCl QALIWWXFRFFCEN-UHFFFAOYSA-N 0.000 description 1
YSUANZKMCKRAGA-UHFFFAOYSA-N 2-chloro-n-hydroxy-n-methylacetamide Chemical compound CN(O)C(=O)CCl YSUANZKMCKRAGA-UHFFFAOYSA-N 0.000 description 1
BSYNFGPFPYSTTM-UHFFFAOYSA-N 2-hydroxypropanoic acid;hydrate Chemical compound O.CC(O)C(O)=O BSYNFGPFPYSTTM-UHFFFAOYSA-N 0.000 description 1
XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 description 1
OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
239000004129 EU approved improving agent Substances 0.000 description 1
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
239000004153 Potassium bromate Substances 0.000 description 1
238000010306 acid treatment Methods 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
229910001870 ammonium persulfate Inorganic materials 0.000 description 1
235000019395 ammonium persulphate Nutrition 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
SXDBWCPKPHAZSM-UHFFFAOYSA-M bromate Inorganic materials [O-]Br(=O)=O SXDBWCPKPHAZSM-UHFFFAOYSA-M 0.000 description 1
SXDBWCPKPHAZSM-UHFFFAOYSA-N bromic acid Chemical compound OBr(=O)=O SXDBWCPKPHAZSM-UHFFFAOYSA-N 0.000 description 1
YJRGMUWRPCPLNH-UHFFFAOYSA-N butyl 2-chloroacetate Chemical compound CCCCOC(=O)CCl YJRGMUWRPCPLNH-UHFFFAOYSA-N 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
238000004040 coloring Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
229940043264 dodecyl sulfate Drugs 0.000 description 1
239000000975 dye Substances 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
230000003806 hair structure Effects 0.000 description 1
230000003699 hair surface Effects 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
-1 l-bromo-propanol (3) Chemical compound 0.000 description 1
HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
229940094037 potassium bromate Drugs 0.000 description 1
235000019396 potassium bromate Nutrition 0.000 description 1
239000000047 product Substances 0.000 description 1
230000009528 severe injury Effects 0.000 description 1
AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/18—Bridged systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/002—Preparations for repairing the hair, e.g. hair cure

Landscapes

Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Dermatology (AREA)
Birds (AREA)
Epidemiology (AREA)
Cosmetics (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH1559177A 1976-12-20 1977-12-19 Use of quaternary salts of hexamethylenetetramine for improving the structure of damaged hair CH628805A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19762657689 DE2657689C2 (de)	1976-12-20	1976-12-20	Verwendung von quartären Salzen des Hexamethylentetramins zur Strukturverbesserung geschädigter Haare

Publications (1)

Publication Number	Publication Date
CH628805A5 true CH628805A5 (en)	1982-03-31

Family

ID=5995994

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1559177A CH628805A5 (en)	1976-12-20	1977-12-19	Use of quaternary salts of hexamethylenetetramine for improving the structure of damaged hair

Country Status (8)

Country	Link
AT (1)	AT360167B (fr)
BE (1)	BE861989A (fr)
CH (1)	CH628805A5 (fr)
DE (1)	DE2657689C2 (fr)
FR (1)	FR2374028A1 (fr)
GB (1)	GB1540936A (fr)
IT (1)	IT1091576B (fr)
NL (1)	NL7713157A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19849218C2 (de) *	1998-10-26	2002-05-08	Goldwell Gmbh	Haut- und Haarbehandlungsmittel

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2607759A (en) *	1949-06-17	1952-08-19	American Viscose Corp	Salts of hexamethylenetetraminium bases as latent curing catalysts
US3760819A (en) *	1970-09-09	1973-09-25	Oreal	Permanent waving of hair with quaternary ammonium alkylating agents and ammonium thioglycolate

1976
- 1976-12-20 DE DE19762657689 patent/DE2657689C2/de not_active Expired
1977
- 1977-11-29 NL NL7713157A patent/NL7713157A/xx not_active Application Discontinuation
- 1977-12-15 GB GB5216077A patent/GB1540936A/en not_active Expired
- 1977-12-16 AT AT902577A patent/AT360167B/de not_active IP Right Cessation
- 1977-12-16 IT IT3081977A patent/IT1091576B/it active
- 1977-12-19 BE BE183564A patent/BE861989A/fr not_active IP Right Cessation
- 1977-12-19 CH CH1559177A patent/CH628805A5/de not_active IP Right Cessation
- 1977-12-20 FR FR7738475A patent/FR2374028A1/fr active Granted

Also Published As

Publication number	Publication date
BE861989A (fr)	1978-06-19
IT1091576B (it)	1985-07-06
AT360167B (de)	1980-12-29
NL7713157A (nl)	1978-06-22
FR2374028A1 (fr)	1978-07-13
FR2374028B1 (fr)	1981-07-10
ATA902577A (de)	1980-05-15
DE2657689A1 (de)	1978-06-22
DE2657689C2 (de)	1985-08-29
GB1540936A (en)	1979-02-21

Legal Events

Date	Code	Title	Description
1988-08-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
EP0261387B1 (fr)	1991-05-08	Composition et procédé d'ondulation permanente des cheveux
DE3527974C2 (de)	1994-08-04	Saures Haarpflegemittel
DE2213671A1 (de)	1973-10-04	Verfahren und mittel zur dauerverformung von haaren.
DE2421248A1 (de)	1974-11-14	Haarwell-zusammensetzung
EP0967961A2 (fr)	2000-01-05	Procede pour donner une certaine forme et du volume a des cheveux humains
DE69933320T2 (de)	2007-05-16	Alkalische haarkonditionierende Zusammensetzungen enthaltend kationaktiven Guar
DE3608151A1 (de)	1987-09-17	Verwendung von dipropylenglykolmonomethylether in haarverformungsmitteln
DE2912427C2 (fr)	1988-07-21
WO2000028951A1 (fr)	2000-05-25	Agent et methode pour permanentes
EP0714654A1 (fr)	1996-06-05	Composition et procédé pour la déformation permanente des cheveux
DE4300320A1 (de)	1994-07-14	Mittel und Verfahren zum Zwecke der Herstellung gebrauchsfertiger Dauerwellenpräparate für jede Haarqualität durch mischen von 2 Lösungen, wodurch ein sukzessiver Thio-Gruppen-Verminderungseffekt durch Addition und eine teilweise Neutralisation eintritt
DE3650083T2 (de)	1995-01-26	Haarwell- und Streckungsmittel.
DE2617528A1 (de)	1976-12-30	Verspruehbare temporaere lockenfestigerzubereitung
DE2708336A1 (de)	1977-09-01	Haarbehandlungsmittel und verfahren zum stabilen verformen des haares
EP0320612B1 (fr)	1992-01-08	Composition et procédé pour l'ondulation permanente des cheveux
DE3610394A1 (de)	1987-10-01	Verfahren zur verformung von haaren
DE60126541T3 (de)	2012-01-05	Verfahren zum Dauerwellen keratischer Materialien unter Anwendung eines organischen Absorptionsmittels
DE1617713C3 (de)	1978-05-18	Mittel zur Verstärkung von Haar und Verfahren zur Behandlung von Haar
CH628805A5 (en)	1982-03-31	Use of quaternary salts of hexamethylenetetramine for improving the structure of damaged hair
DE2657613A1 (de)	1978-06-22	Verwendung von carbonsaeurealkoxymethylestern zur strukturverbesserung geschaedigter haare
DE4240471A1 (de)	1994-06-09	Verfahren zur dauerhaften Haarverformung und Mittel zur Durchführung dieses Verfahrens
DE19500680C1 (de)	1996-05-23	Mittel und Verfahren zur dauerhaften Haarverformung
DE2657715C2 (de)	1987-01-29	Verwendung von Oxazolidinen zur Strukturverbesserung geschädigter Haare
EP0862406B1 (fr)	2004-02-18	Agent et procede pour permanenter des cheveux naturels
DE974422C (de)	1960-12-22	Mittel zum dauernden Verformen von Skleroproteinen, insbesondere von Haaren